913534-77-7

Upstream product

• 431-03-8 dimethylglyoxal 
• 4304-12-5 (2R,3R,4S,5S,6R)-2-(benzyloxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol 
• 149-73-5 trimethyl orthoformate 
• 34246-23-6 benzyl D-glucopyranoside 
• 604-69-3 β-D-glucose pentaacetate 

Downstream Products

• 1254190-36-7 benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-6-O-p-toluenesulfonyl-βD-glucopyranoside 
• 1361925-84-9 benzyl 6-O-tert-butyldimethylsilyl-2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-glucopyranoside 
• 1361925-85-0 benzyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl-(1->4)-6-O-tert-butyldimethylsilyl-2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-glucopyranoside 
• 913535-07-6 benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-immonium-D-arabinitol]-β-D-glucopyranoside inner salt 
• 913534-89-1 benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-episulfoniumylidene-D-arabinitol]-β-D-glucopyranoside inner salt 
• 913534-88-0 benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-episelenoniumylidene-D-arabinitol]-β-D-glucopyranoside inner salt 
• 913534-84-6 benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-2,3,5-tri-O-p-methoxybenzyl-1,4-iminonium-D-arabinitol]-β-D-glucopyranoside inner salt 
• 913534-83-5 benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-2,3,5-tri-O-p-methoxybenzyl-1,4-episulfoniumylidene-D-arabinitol]-β-D-glucopyranoside inner salt 
• 913534-82-4 benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-2,3,5-tri-O-p-methoxybenzyl-1,4-episelenoniumylidene-D-arabinitol]-β-D-glucopyranoside inner salt 
• 913534-75-5 benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-glucopyranoside-4,6-cyclic sulfate 

Relevant academic research and scientific papers

Conformationally Controlled Reactivity of Carbasugars Uncovers the Choreography of Glycoside Hydrolase Catalysis

Glycoside hydrolases (GHs) catalyze hydrolyses of glycoconjugates in which the enzyme choreographs a series of conformational changes during the catalytic cycle. As a result, some GH families, including α-amylases (GH13), have their chemical steps conceal

Photochemistry of α-diketones in carbohydrates: Anomalous norrish typea II photoelimination and norrish-yang photocyclization promoted by the internal carbonyl group

A series of four α-diketones placed as 1α-pyruvoyl tethers on D-glucopyranose and D-glucopyranosiduronic acid skeletons was prepared in order to determine the influence of captodative and stereoelectronic effects on the regioselectivity of the hydrogen atom transfer (HAT) in Norrish typea II photochemical processes. We observed that the 1,5-HAT regioselectivity can be switched between the two potentially abstractable syn-1,3-diaxial hydrogens at H6 and H8. Highly unusual photoproducts from Norrish typea II photoelimination and Norrish-Yang photocyclization initiated by the excited internal carbonyl group were obtained, in some cases in excellent synthetic yield. The 1,5-HAT transition state in the Norrish typea II photoelimination was investigated by photochemical experiments in the crystalline state. Elimination versus cyclization: Photolysis of 1α-pyruvoyl diketones of D-glucopyranosyl and D-glucopyranosiduronic acid carbohydrate skeletons led to Norrish typea II photoelimination or Norrish-Yang photocyclization products via a completely regioselective 1,5-hydrogen atom transfer promoted by the excited internal carbonyl group, depending on the stability of the 1,4-biradical intermediate (see scheme, DPS=tert-butyldiphenylsilyl). Copyright

New synthetic routes to chain-extended selenium, sulfur, and nitrogen analogues of the naturally occurring glucosidase inhibitor salacinol and their inhibitory activities against recombinant human maltase glucoamylase

(Chemical Equation Presented) Six heteroanalogues (X = S, Se, NH) of the naturally occurring glucosidase inhibitor salacinol, containing polyhydroxylated, acyclic chains of 6-carbons, were synthesized for structure-activity studies with different glycosid